1.  Login to gmail and export contacts into vcf format.

2.  Open a cmd prompt and use the following command to push the file onto the SDCARD of the emulator

      - adb push contacts.vcf /sdcard/contacts.vcf

3.  Open the contacts application, hit the menu button and choose "import from sdcard" ... it should automatically pick up the vcf file.

Android dev on a windows machine is a little bit different than what all the "books" seem to tell you, since they primarily assume you're deving on ubuntu or whatnot.  To generate an MD5 fingerprint in windows try something like this:

C:\Program Files\Java\jre6\bin\keytool -list -alias androiddebugkey -keystore c:\users\[yourname]\.android\debug.keystore -storepass android -keypass android