Outlook Calendar not Syncing from PC

Copper Contributor

I am trying to combine a calendar from an old Outlook file to a new Outlook file.  The calendar items were imported on my computer, but they won't sync with Office 365 online or onto my iPhone.  So, basically my calendar is only available to me on my pc right now, and nowhere else.  I am trying to force a send/receive in the calendar, but it seems to get hung up partly through the send/receive process. I've included a screenshot of the dialog box for send/receive.  The status bar at the top hasn't moved for 20 minutes.  This shouldn't be happening.

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