Assuming that is true Microsoft MAPI does not support this feature, I just did this:
Downloaded Bynari MAPI connector (which works with common IMAP servers but talks using MAPI with Outlook, I am sure you know this product). Added the POP3 account the same way as before:
Configured Bynari account to work with our company Exchange server using IMAP and
entering nonsense as SMTP server:
POP3 account has SMTP server properly set:
First I try to send mail from Bynari account:
Of course fails saying: "Your message was not delivered to one or more recipients":
Then I try to send another mail from POP3 account:
The message is sucesfully delivered.
Please don't call me
Mr. Curious but how is possible Bynari MAPI connector can handle this situation correctly if MAPI itself does not support this? Trial versions of Outlook 2007 and Bynari Connector are available so you can try it yourself if you think I made these snapshots in Photoshop.