I mean anyone can guard Prime Shaq.
The question is whether you could actually STOP him.
Dray would give up 50/20/5 to Shaquille Rashaun O'Neal at his peak. Orlando Shaq would just out-athlete him while LA Shaq had more tools in the bag and was much bigger.
Plus....Shaq could rest on defense. If Dray wanted to take mid-range jumpers, you let him. Shaq wouldn't have to work hard so all his energy would go towards offense.
People struggle to stop Jokic today. Shaq was way more athletic, 2 inches taller and 50 to 70 lbs heavier at his LA peak. Giannis, Joker, Embiid, AD etc., wouldn't stop him either let alone Draymond.