Pheoby Watson is the only person among the gossiping ladies who sympathizes with Janie. This can be inferred from the fact that Pheoby is the only one mentioned in the question who shows understanding and empathy towards Janie. The other options, Mrs. Sumpkins, Tea Cake, Pearl Stone, and Lulu, are not mentioned in the question as being sympathetic towards Janie. Therefore, Pheoby Watson is the correct answer.