convert olm to pst
you can convert or transfer OLM Files of MAC Outlook into Windows Outlook manually it takes a long time and skills, but there is some good third party OLM to PST Converter software available by which one can very easily convert a large OLM Files into Outlook PST files without wasting time.
There are various solution available for your OLM to PST conversion issue
For Manually solution:
First of all create a IMAP account (GMAIL icloud etc.)
add account to 2011 outlook for mac and office for windows
Drag emails into a folder on the imap server and then go back to windows and drag the emails from the imap into your email. hence you can get your desire result.
Other option is a professional conversion software OLM to PST Converter Tool. By using the software, you can smoothly repair and convert damaged OLM file of MAC Outlook 2011 to Windows Outlook 2010 PST file. For any other query about the tool: http://www.convertolm.edbtopst-converter.com/