Boies is indeed well-educated and intelligent - he is one of the best trial lawyers in America. He's being somewhat disingenuous here, on behalf of his client; arguably, you would need to spend 6 months programming before you could look at RangeCheck and know what it does and why you'd want to use it. '6 months' is sort of arbitrary, but suppose your positions were reversed, and you were asked to fill in for David Boies and draft a fairly standard legal motion for submission to the court next week - you'd probably demur and say you'd need time to study legal procedure properly before you would feel confident drafting even a simple motion.

I think Boies is trying a forest-for-trees argument here, hinting that a jury might see the issue quite differently from a judge and that Alsup is discounting the significance of prior expertise and Bloch's existing understanding of Java. It's like one side saying '(something) is so trivial, anyone would have done that without thinking' and the other side saying 'well hold on, that task requires doing ten different things in the right order, and would take even an experienced person several minutes - looks to me like you made a very deliberate choice.' It's not a terribly strong argument, but Boies isn't there to represent himself; he's there to present a view of events most favorable to his client.

why on Earth are you allowed to regulate and prosecute it?

He's litigating it. Big, big difference.