Synthesis of a series of novel dispirocycloalkanone-oxindolopyrrolidines and dispirocycloalkanone-indanopyrrolidines is described. The nonstabilized azomethine ylides generated from a secondary amino acid, sarcosine, and carbonyl components (isatin and ninhydrin) have been effectively trapped by the dipolarophiles, arylidene cycloalkanones, to afford dispiropyrrolidines. The one-pot azomethine ylide cycloaddition reactions were highly regioselective.