Hello @ネパリ サンデャ,
Welcome to our MS Q&A forum! Regarding your question,
Outlook Win 32 doesn't natively support encryption of PDF file attachments. Instead, you need to set up Exchange mail flow rules or DLP policies to apply encryption to PDF attachments first. More details you can refer to official links: https://learn.microsoft.com/en-us/purview/ome-faq#are-pdf-file-attachments-supported-
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