First of all, you will need a 3rd party application to export Outlook contents to MBOX file format. You can do that with MessageSave. Run the application and export all the contents to a MBOX file then transfer the file to Mac and open Outlook 2011, then use File > Import and choose Import messages from an MBOX-format text file, select your file and follow the remaining instructions and you're done. Content will be delivered from PC to Mac.