4-Halo-5-hydroxyfuran-2(5H)-ones were synthesized via the efficient sequential halolactonization−hydroxylation reaction of 4-aryl-2,3-allenoic acids with I2 or CuX2(X = Br or Cl) in moderate to good yields. The structures ofthe products were established by the X-ray single-crystaldiffraction study of 3-methyl-4-iodo-5-phenyl-5-hydroxyl-2(5H)-furanone (2a). A rationale for this reaction wasdiscussed based on some brief mechanistic study.