A novel class of diastereoselective spiropyrrolidine-oxindole derivatives were synthesized from isatin, 2-phenylthiazolidine-4-carboxylic acid and chalcone in a one-pot multicomponent reaction via 1,3-dipolar cycloaddition. The advantages of this methodology are the mild reaction conditions, high diastereoselectivity and high yield. These derivatives exhibited promising anti-cancer activity against the human breast cancer cell lines.