I have a habit of working/studying while listening to music. And since the Mac I am connected to at work doesn't have all the songs I want, I normally listen to the songs via iTunes from the iPhone Playlists option.
For this, everytime I connect my iPhone to the computer, iTunes detects it, then I have to manually goto the 'iPhone' button in the application, and then "On my iPhone", and then select the playlist, and play a song.
Is there anyway of automating this process ? What I'm looking for, is as soon as I connect my iPhone, iTunes should open the playlist inside my iPhone automatically, and start playing a song at random.