Abstract The title synthesis was achieved by featuring diastereoface selective cyclopropanation of (4R, 5S)-4, 5-diphenyl-3-vinyl-2-oxazolidinone, the chiral and conformationally rigid N-vinylcarbamate, with zinc-monofluorocarbenoid followed by hydrogenolysis of formed (4R, 5S)-3-[(1R-2S)-2-fluorocyclopropyl]-4, 5-diphenyl-2- oxalidinone.