How to fix Outlook (2011) Mac/PC synchronization issues?

In our company we use Mac Outlook 2011 (newest version), PC Outlook 2013 (newest version) and Exchange server 8.3.379.2. The PC Outlook mail content is synchronized properly between my iPhone Exchange mail account and OWA (Outlook Web Access). The content
is synchronized in a few seconds without problems.
However, the sync between Mac Outlook 2011 and the rest of the Exchange mail content is not working for me. My colleague has almost identical gear and he doesn't suffer from the problem. We have no idea why.
When I delete a message in Windows-Outlook, then the message gets fairly quickly deleted in my OSX-Outlook. But if I delete a message in OSX-Outlook, the message may rarely get deleted in Windows-Outlook in 60 seconds, but usually it just doesn't sync. So
my Windows-Outlook has ~500 messages in my Inbox and OSX-Outlook Inbox has ~300 messages. I have already tried removing all subfolders in Inbox according to the "best practices" but that didn't have any effect. If I create a new identity in OSX (Microsoft
Database Utility), that temporarily fixes the sync. But as soon as I start deleting and moving messages in OSX Outlook, the changes just don't sync with the server, or the changes do not show in Windows Outlook for some other reason.
What can cause this behaviour?

Hi distill,
According to your description, I understand that Mac Outlook client cannot sync the content with Exchange server, however PC Outlook works fine.
If I have misunderstand your concern, please do not hesitate to let me know.
This issue may be related to Mac client, please try to reset sync services and check if it helps:
http://support.microsoft.com/kb/2547327.
If it fails, please create new user profile for Mac and set up the email account, then check the result. More details about it, please refer to:
http://support.microsoft.com/kb/2439218
Additional, I recommend you post your question in the Mac Outlook forum so that you can get more professional suggestions. For your convenience:
http://answers.microsoft.com/en-us/mac/forum/macoutlook?tab=Threads
Best Regards,
Allen Wang

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