diff --git a/spring-web/src/main/java/org/springframework/web/server/adapter/ForwardedHeaderTransformer.java b/spring-web/src/main/java/org/springframework/web/server/adapter/ForwardedHeaderTransformer.java
index af8ef160c2c7..1614671fb9f7 100644
--- a/spring-web/src/main/java/org/springframework/web/server/adapter/ForwardedHeaderTransformer.java
+++ b/spring-web/src/main/java/org/springframework/web/server/adapter/ForwardedHeaderTransformer.java
@@ -1,5 +1,5 @@
 /*
- * Copyright 2002-2023 the original author or authors.
+ * Copyright 2002-2024 the original author or authors.
  *
  * Licensed under the Apache License, Version 2.0 (the "License");
  * you may not use this file except in compliance with the License.
@@ -53,6 +53,7 @@
  * in which case it removes but does not use the headers.
  *
  * @author Rossen Stoyanchev
+ * @author Sebastien Deleuze
  * @since 5.1
  * @see <a href="https://tools.ietf.org/html/rfc7239">https://tools.ietf.org/html/rfc7239</a>
  * @see <a href="https://docs.spring.io/spring-framework/reference/web/webflux/reactive-spring.html#webflux-forwarded-headers">Forwarded Headers</a>
@@ -165,7 +166,7 @@ private static String getForwardedPrefix(ServerHttpRequest request) {
 		String[] rawPrefixes = StringUtils.tokenizeToStringArray(header, ",");
 		for (String rawPrefix : rawPrefixes) {
 			int endIndex = rawPrefix.length();
-			while (endIndex > 1 && rawPrefix.charAt(endIndex - 1) == '/') {
+			while (endIndex > 0 && rawPrefix.charAt(endIndex - 1) == '/') {
 				endIndex--;
 			}
 			prefix.append((endIndex != rawPrefix.length() ? rawPrefix.substring(0, endIndex) : rawPrefix));
diff --git a/spring-web/src/test/java/org/springframework/web/filter/ForwardedHeaderFilterTests.java b/spring-web/src/test/java/org/springframework/web/filter/ForwardedHeaderFilterTests.java
index 32ad293236e7..576d89153309 100644
--- a/spring-web/src/test/java/org/springframework/web/filter/ForwardedHeaderFilterTests.java
+++ b/spring-web/src/test/java/org/springframework/web/filter/ForwardedHeaderFilterTests.java
@@ -48,6 +48,7 @@
  * @author Eddú Meléndez
  * @author Rob Winch
  * @author Brian Clozel
+ * @author Sebastien Deleuze
  */
 class ForwardedHeaderFilterTests {
 
@@ -442,6 +443,15 @@ void shouldConcatenatePrefixesWithTrailingSlashes() throws Exception {
 			assertThat(actual.getRequestURL().toString()).isEqualTo("http://localhost/first/second/mvc-showcase");
 		}
 
+		@Test
+		void shouldRemoveSingleTrailingSlash() throws Exception {
+			request.addHeader(X_FORWARDED_PREFIX, "/prefix,/");
+			request.setRequestURI("/mvc-showcase");
+
+			HttpServletRequest actual = filterAndGetWrappedRequest();
+			assertThat(actual.getRequestURL().toString()).isEqualTo("http://localhost/prefix/mvc-showcase");
+		}
+
 		@Test
 		void requestURLNewStringBuffer() throws Exception {
 			request.addHeader(X_FORWARDED_PREFIX, "/prefix/");
diff --git a/spring-web/src/test/java/org/springframework/web/server/adapter/ForwardedHeaderTransformerTests.java b/spring-web/src/test/java/org/springframework/web/server/adapter/ForwardedHeaderTransformerTests.java
index 564eab48b2c6..c1244707a741 100644
--- a/spring-web/src/test/java/org/springframework/web/server/adapter/ForwardedHeaderTransformerTests.java
+++ b/spring-web/src/test/java/org/springframework/web/server/adapter/ForwardedHeaderTransformerTests.java
@@ -32,6 +32,7 @@
  * Tests for {@link ForwardedHeaderTransformer}.
  *
  * @author Rossen Stoyanchev
+ * @author Sebastien Deleuze
  */
 class ForwardedHeaderTransformerTests {
 
@@ -170,6 +171,17 @@ void shouldConcatenatePrefixesWithTrailingSlashes() {
 		assertForwardedHeadersRemoved(request);
 	}
 
+	@Test // gh-33465
+	void shouldRemoveSingleTrailingSlash() {
+		HttpHeaders headers = new HttpHeaders();
+		headers.add("X-Forwarded-Prefix", "/prefix,/");
+		ServerHttpRequest request = this.requestMutator.apply(getRequest(headers));
+
+		assertThat(request.getURI()).isEqualTo(URI.create("https://example.com/prefix/path"));
+		assertThat(request.getPath().value()).isEqualTo("/prefix/path");
+		assertForwardedHeadersRemoved(request);
+	}
+
 	@Test
 	void forwardedForNotPresent() {
 		HttpHeaders headers = new HttpHeaders();