diff --git a/test/jdk/java/util/jar/JarFile/SignedJarPendingBlock.java b/test/jdk/java/util/jar/JarFile/SignedJarPendingBlock.java
new file mode 100644
index 00000000000..a6f9955a507
--- /dev/null
+++ b/test/jdk/java/util/jar/JarFile/SignedJarPendingBlock.java
@@ -0,0 +1,173 @@
+/*
+ * Copyright (c) 2023, Oracle and/or its affiliates. All rights reserved.
+ * DO NOT ALTER OR REMOVE COPYRIGHT NOTICES OR THIS FILE HEADER.
+ *
+ * This code is free software; you can redistribute it and/or modify it
+ * under the terms of the GNU General Public License version 2 only, as
+ * published by the Free Software Foundation.
+ *
+ * This code is distributed in the hope that it will be useful, but WITHOUT
+ * ANY WARRANTY; without even the implied warranty of MERCHANTABILITY or
+ * FITNESS FOR A PARTICULAR PURPOSE.  See the GNU General Public License
+ * version 2 for more details (a copy is included in the LICENSE file that
+ * accompanied this code).
+ *
+ * You should have received a copy of the GNU General Public License version
+ * 2 along with this work; if not, write to the Free Software Foundation,
+ * Inc., 51 Franklin St, Fifth Floor, Boston, MA 02110-1301 USA.
+ *
+ * Please contact Oracle, 500 Oracle Parkway, Redwood Shores, CA 94065 USA
+ * or visit www.oracle.com if you need additional information or have any
+ * questions.
+ */
+
+/**
+ * @test
+ * @modules java.base/sun.security.tools.keytool
+ * @summary JARs with pending block files (where .RSA comes before .SF) should verify correctly
+ */
+
+import jdk.security.jarsigner.JarSigner;
+
+import java.io.File;
+import java.io.InputStream;
+import java.io.OutputStream;
+import java.nio.charset.StandardCharsets;
+import java.nio.file.Files;
+import java.nio.file.Path;
+import java.security.KeyStore;
+import java.util.Collections;
+import java.util.jar.*;
+import java.util.zip.ZipEntry;
+import java.util.zip.ZipFile;
+import java.util.zip.ZipOutputStream;
+
+public class SignedJarPendingBlock {
+
+    public static void main(String[] args) throws Exception {
+        Path jar = createJarFile();
+        Path signed = signJarFile(jar);
+        Path pendingBlocks = moveBlockFirst(signed);
+        Path invalid = invalidate(pendingBlocks);
+
+        // 1: Regular signed JAR with no pending blocks should verify
+        checkSigned(signed);
+
+        // 2: Signed jar with pending blocks should verify
+        checkSigned(pendingBlocks);
+
+        // 3: Invalid signed jar with pending blocks should throw SecurityException
+        try {
+            checkSigned(invalid);
+            throw new Exception("Expected invalid digest to be detected");
+        } catch (SecurityException se) {
+            // Ignore
+        }
+    }
+
+    private static void checkSigned(Path b) throws Exception {
+        try (JarFile jf = new JarFile(b.toFile(), true)) {
+
+            JarEntry je = jf.getJarEntry("a.txt");
+            try (InputStream in = jf.getInputStream(je)) {
+                in.transferTo(OutputStream.nullOutputStream());
+            }
+        }
+    }
+
+    /**
+     * Invalidate signed file by modifying the contents of "a.txt"
+     */
+    private static Path invalidate(Path s) throws Exception{
+        Path invalid = Path.of("pending-block-file-invalidated.jar");
+
+        try (ZipFile zip = new ZipFile(s.toFile());
+            ZipOutputStream out = new ZipOutputStream(Files.newOutputStream(invalid))) {
+
+            for (ZipEntry ze : Collections.list(zip.entries())) {
+                String name = ze.getName();
+                out.putNextEntry(new ZipEntry(name));
+
+                if (name.equals("a.txt")) {
+                    // Change the contents of a.txt to trigger SignatureException
+                    out.write("b".getBytes(StandardCharsets.UTF_8));
+                } else {
+                    try (InputStream in = zip.getInputStream(ze)) {
+                        in.transferTo(out);
+                    }
+                }
+            }
+        }
+        return invalid;
+    }
+
+    private static Path moveBlockFirst(Path s) throws Exception {
+        Path b = Path.of("pending-block-file-blockfirst.jar");
+        try (ZipFile in = new ZipFile(s.toFile());
+            ZipOutputStream out = new ZipOutputStream(Files.newOutputStream(b))) {
+
+            copy("META-INF/MANIFEST.MF", in, out);
+
+            // Switch the order of the RSA and SF files
+            copy("META-INF/SIGNER.RSA", in, out);
+            copy("META-INF/SIGNER.SF", in, out);
+
+            copy("a.txt", in, out);
+        }
+        return b;
+    }
+
+    /**
+     * Copy an entry from a ZipFile to a ZipOutputStream
+     */
+    private static void copy(String name, ZipFile in, ZipOutputStream out) throws Exception {
+        out.putNextEntry(new ZipEntry(name));
+        try (InputStream is = in.getInputStream(in.getEntry(name))) {
+            is.transferTo(out);
+        }
+    }
+
+    private static Path signJarFile(Path j) throws Exception {
+        Path s = Path.of("pending-block-file-signed.jar");
+
+        Files.deleteIfExists(Path.of("ks"));
+
+        sun.security.tools.keytool.Main.main(
+                ("-keystore ks -storepass changeit -keypass changeit -dname" +
+                        " CN=SIGNER" +" -alias r -genkeypair -keyalg rsa").split(" "));
+
+        char[] pass = "changeit".toCharArray();
+
+        KeyStore ks = KeyStore.getInstance(new File("ks"), pass);
+
+        KeyStore.PrivateKeyEntry pke = (KeyStore.PrivateKeyEntry)
+                ks.getEntry("r", new KeyStore.PasswordProtection(pass));
+
+        JarSigner signer = new JarSigner.Builder(pke)
+                .digestAlgorithm("SHA-256")
+                .signatureAlgorithm("SHA256withRSA")
+                .signerName("SIGNER")
+                .build();
+
+        try (ZipFile in = new ZipFile(j.toFile());
+            OutputStream out = Files.newOutputStream(s)) {
+            signer.sign(in, out);
+        }
+
+        return s;
+    }
+
+    /**
+     * Create a jar file with single entry "a.txt" containing "a"
+     */
+    private static Path createJarFile() throws Exception {
+        Path jar = Path.of("pending-block-file.jar");
+        Manifest manifest = new Manifest();
+        manifest.getMainAttributes().put(Attributes.Name.MANIFEST_VERSION, "1.0");
+        try (JarOutputStream out = new JarOutputStream(Files.newOutputStream(jar),manifest)) {
+            out.putNextEntry(new JarEntry("a.txt"));
+            out.write("a".getBytes(StandardCharsets.UTF_8));
+        }
+        return jar;
+    }
+}