Let the rifle pick him. Whatever feels best in his hands, and shoulders quickly & true. All of 'em are probably available in .270, '06, or .308, and it won't matter which cartridge he chooses.
Burris FFII w/ Ballistic Plex seems to be the best choice for a cheap but dependable scope these days. He will need good binos, though. I'm sure we can fight about that choice in the optics forum.
His success will depend far less on what setup he chooses, than on how much quality practice shooting he does with it prior to the hunt. Field positions are the key.
Good on you for bringing a new hunter into the fold.
FC
