Ha !! I figured it out !! And then I created an applet that would do this for me using AppleScript.
And then, I published the steps/code for the same on my blog below. Here's the link ::
Explanation of Code :: How to start playing songs from your iOS device automatically on your Mac
And the code for the same ::
tell application "iTunes"
set theCurrentPlaylist to view of front browser window
set myiPhone to some source whose kind is iPod
set mainPhonePlaylist to playlist "Sasha" of myiPhone
set the view of the front browser window to mainPhonePlaylist
set EQ enabled to true
play playlist named "Sasha" of myiPhone
set myRandomSong to random number from 1 to count of tracks of (get view of front window)
play track myRandomSong of mainPhonePlaylist
end tell