Six novel lactone derivatives, cryptolaevilactones A-F (1-6), were isolated from Cryptocarya laevigata. Their unique spiro[3.5]nonane moiety by hetero [2 + 2] cyclization with monoterpene and polyketide was found for the first time in nature. Structural elucidation using various nuclear magnetic resonance (NMR) techniques revealed that 1-3 and 4-6 are diastereomers and partially established the absolute configurations.