The macrocyclic lactones building on calix[4]arenes 3a-b and double calix[4]arenes 4a- h were synthesized by the reaction of p-tert-butylcalix[4]arene (1a) or calixl41arene (1b) with glycol bis(2-chloroacetate) (2). The conditions to improve the yields of double calix[4]arenes have been discussed. The macrocyclic lactones building on calix [4] arenes 3a-b and double calix [4] arenes 4a-h were synthesized by the reaction of p-tert-butylcalix [4] arene (1a) or calixl41arene (1b) with glycol bis 2-chloroacetate (2). The conditions to improve the yield of double calix [4] arenes have been discussed.