Why wouldn't AI be able to retrospect?

I didn't say it can't retrospect. What it can't do is retrospect as a human mind, it can only read the intepretation a human mind has of its retrospection, and the human mind can't fully explain what its way of thinking is. So it doesn't have a useful model of the human mind, that it would need for the strategy. And strategy is a whole complex feature, that would use overlapping models for the ambiguity.