In order to synthesize spirocyclic pyrrolidine compounds efficiently, the spirocyclic pyrrolidine framework was constructed by 1,3-dipolar cycloaddition reaction with different aromatic aldehydes, tert butyl glycine and α- methylene -γ- butyrolactone as starting materials, exploiting N,N' - diisopropylcarbodiimide (DIC) as dehydrating agent and silver oxide (Ag2O)/triphenylphosphine (Ph3P) as the metal complex catalyst. Seven spirocyclic pyrrolidones were synthesized with high yields and high selectivity after screening different conditions and substrates. The results showed that the raw materials were cheap and easy to obtain, the conditions were mild, the synthesis steps were simple. Moreover, 1,3 dipoles were generated in situ by one-pot method without separation, which greatly improved the reaction efficiency.