This is really hard for supervised learning - the reward is quite sparse (e.g. did you get it right / how many characters did you get right) but the task is reasonably complex (e.g. it would have to learn how to spot/execute arbitrary length anagrams on its own, already something that is nontrivial for ML). Sparse + complex usually means gradient descent will fail or converge to a more trivial minima e.g. only look for synonyms in the clue.
I reckon you would have to codify the different types of cryptic clues manually for this work well.