diff --git a/app/src/protyle/wysiwyg/enter.ts b/app/src/protyle/wysiwyg/enter.ts
index 7a94aa0f8..df6af8415 100644
--- a/app/src/protyle/wysiwyg/enter.ts
+++ b/app/src/protyle/wysiwyg/enter.ts
@@ -63,9 +63,14 @@ export const enter = (blockElement: HTMLElement, range: Range, protyle: IProtyle
             // ```test` 不处理，正常渲染为段落块
         } else if (blockElement.classList.contains("p")) { // https://github.com/siyuan-note/siyuan/issues/6953
             const oldHTML = blockElement.outerHTML;
+            // https://github.com/siyuan-note/siyuan/issues/16744
+            range.extractContents();
+            const wbrElement = document.createElement("wbr");
+            range.insertNode(wbrElement);
+            wbrElement.after(document.createTextNode("\n"));
             let replaceInnerHTML = editableElement.innerHTML.replace(/\n(~|·|`){3,}/g, "\n```").trim().replace(/^(~|·|`){3,}/g, "```");
             if (!replaceInnerHTML.endsWith("\n```")) {
-                replaceInnerHTML += "<wbr>\n```";
+                replaceInnerHTML += "\n```";
             }
             editableElement.innerHTML = replaceInnerHTML;
             blockElement.outerHTML = protyle.lute.SpinBlockDOM(blockElement.outerHTML);