Parallels Desktop is a neat piece of software which lets you run both Windows and MacOS at the same time (on an Apple Computer). There is a pretty annoying bug in Parallels though which doesn't allow you to sync your Blackberry via USB - after of hours looking through the official parallels forum, I decided to try a different approach, and sync the blackberry via Bluetooth.

 In order to enable bluetooth on your parallels installation you must install the official Mac bluetooth drivers (Apple actually makes windows drivers for bootcamp installations). So, with Parallels running, pop your OS X CD in. Go to start -> my computer -> CD rom drive. Right click on the CD rom drive and click open. Double click the Drivers folder, then Apple folder. Double click AppleBluetoothEnablerInstaller.exe, and double click AppleBluetoothInstaller.exe . 

Now outside of the virtual machine (back in MacOS), go to the Parallels menu - Click the Devices menu, then USB, then Apple-wireless. That will enable your bluetooth in windows, which should now have the Apple drivers loaded and install nicely.

Now that you have bluetooth enabled on your Windows installation, you can setup your Blackberry to connect to Blackberry Desktop without fuss. Yay!