diff --git a/src/wp-includes/pluggable.php b/src/wp-includes/pluggable.php
index 1d5ee194c9f10..d1a18fd40e1ba 100644
--- a/src/wp-includes/pluggable.php
+++ b/src/wp-includes/pluggable.php
@@ -444,7 +444,9 @@ function wp_mail( $to, $subject, $message, $headers = '', $attachments = array()
 		$from_name = apply_filters( 'wp_mail_from_name', $from_name );
 
 		try {
-			$phpmailer->setFrom( $from_email, $from_name );
+			// Passing $auto can be removed once PHPMailer supports setting the envelope sender separately. See <https://core.trac.wordpress.org/ticket/64368>.
+			$auto = ! str_contains( ini_get( 'sendmail_path' ), ' -f' );
+			$phpmailer->setFrom( $from_email, $from_name, $auto );
 		} catch ( PHPMailer\PHPMailer\Exception $e ) {
 			$mail_error_data                             = compact( 'to', 'subject', 'message', 'headers', 'attachments' );
 			$mail_error_data['phpmailer_exception_code'] = $e->getCode();