HTC Desire :: Severe Music Sync?

All of my music is in an iTunes account so i've tried:
Double Twist (sort of worked, but very slow)
Media Monkey (did not work at all)
WMP (sort of worked using media bridge to extract playlists from iTunes)

The problem i'm having is this. I have created a folder called /Media/Music on the phone and regardless of how I put my music into that folder, drop and drag, cut a paste or using one of the above programs to sync, I only ever seem to get about 113 music files onto the micro SD card. Before you ask no its not full (16gb so plenty of space).

I synced about 1500 tracks took several minutes to sync but when I opened the music player on the phone only 113 tracks. I waited for several hours and chacked again and still 113 tracks. I downloaded a program that allows me to browse the files and folders on the sd card and the folders are there but no files. when i connected my phone back up to the laptop there are folders but no music files (apart from the 113), and here is the wierd bit i only seem to be keeping files that are starting with the letter 'A'

I thought the SD card was broken so I tried the one that came with the phone, and same problem exists.

I tried a different laptop with totally different music files, and same problem exists.

I tried a different music player from the market, and same problem exists.

I even tried to re-set the phone to factory settings and formatted the phone back to standard, and same problem exists!

I'm on O2 so if i dont get an answer here i'll be trying to get it sent back and asking for a new handset.