I can see new players being intimidated by the length of the MSQ, but that's kind of the core of the game. I don't believe in skips as this is a mmorpg that's heavy on the rpg. That being said, it's a huge turn off to be stuck in content for so long where you're being dragged along by sync'd lvl 80s shredding everything in front of you.
It makes me sad that you don't see half the mechanics in alliance raids anymore. I had to beg and plead with people to just stick it out after they saw the state of the Crystal Tower raids. I don't know what could be done to old content to make them just a little bit like how they used to be, while not making people trying to do their dailies crazy, but I think it needs to be addressed as the game ages.
Satasha and the like get a pass for being braindead. They're noobies first instances. Running on an alt with a friend through the msq for the first time it felt like noobies first instance all the way up until the late SB dungeons.. Really hit them over the head with a rock when they had to actually press buttons in Holminster Switch!
There really needs to be a gradual ramp up to smooth over the transition from legacy content to current.