HTC Wing HERA110 User Manual page 219

5. On the Device Setup dialog box, select Sync this device
automatically.
6.
If you created your own playlists, select your desired playlist(s) from
the list box at the left, then click Add to add them to the list of
playlists to sync on the right.
7. Click Finish.
The files begin synchronizing to your device. The next time you
connect your device to your PC while Windows Media Player is running,
synchronization will start automatically.
See "Play media" for instructions on how to play media files.
Experiencing Multimedia 219