For example, suppose that instead of flying planes into the World Trade Center, Osama bin Laden had decided to fly planes into Microsoft Campus. He can therefore predict with high confidence that MSFT will crash. Can he legally buy MSFT puts prior to the event?
Related: Can someone short a stock if they have information that is likely to cause the stock to drop? But the scenario above seems significantly more dramatic than the one described in this question (in particular, flying planes into Microsoft Campus is illegal).