diff --git a/wp-includes/Requests/src/Requests.php b/wp-includes/Requests/src/Requests.php
index 287bacaaa5..edf37f2214 100644
--- a/wp-includes/Requests/src/Requests.php
+++ b/wp-includes/Requests/src/Requests.php
@@ -148,7 +148,7 @@ class Requests {
 	 *
 	 * @var string
 	 */
-	const VERSION = '2.0.6';
+	const VERSION = '2.0.8';
 
 	/**
 	 * Selected transport name
diff --git a/wp-includes/Requests/src/Transport/Curl.php b/wp-includes/Requests/src/Transport/Curl.php
index 7316987b5f..29034b25d5 100644
--- a/wp-includes/Requests/src/Transport/Curl.php
+++ b/wp-includes/Requests/src/Transport/Curl.php
@@ -25,6 +25,7 @@ use WpOrg\Requests\Utility\InputValidator;
 final class Curl implements Transport {
 	const CURL_7_10_5 = 0x070A05;
 	const CURL_7_16_2 = 0x071002;
+	const CURL_7_22_0 = 0x071600;
 
 	/**
 	 * Raw HTTP data
@@ -363,7 +364,7 @@ final class Curl implements Transport {
 		$options['hooks']->dispatch('curl.before_request', [&$this->handle]);
 
 		// Force closing the connection for old versions of cURL (<7.22).
-		if (!isset($headers['Connection'])) {
+		if ($this->version < self::CURL_7_22_0 && !isset($headers['Connection'])) {
 			$headers['Connection'] = 'close';
 		}
 
diff --git a/wp-includes/version.php b/wp-includes/version.php
index 887732458b..c116ff2cfb 100644
--- a/wp-includes/version.php
+++ b/wp-includes/version.php
@@ -16,7 +16,7 @@
  *
  * @global string $wp_version
  */
-$wp_version = '6.4-alpha-56553';
+$wp_version = '6.4-alpha-56554';
 
 /**
  * Holds the WordPress DB revision, increments when changes are made to the WordPress DB schema.