The preparation of cis- and trans-2-hexyl-4-acetoxytetrahydrofuran has been studied. 1-Decen-4-ol was obtained in 86% yield by the Grignard reaction starting from allyl chloride and heptanal, which was then epoxidized by m-chloroperoxybenzoic acid to give 1,2-epoxy-4-decanol in 89% yield. The cis- and trans-2-hexyl-4-hydroxytetrahydrofuran mixture was produced in 90% yield through an intramolecular nucleophilic substitution of 1,2-epoxy-4-decanol promoted by K2CO3. The ratio of trans- and cis-isomer was 53/47. 2-Hexyl-4-hydroxytetrahydrofuran reacted with p-nitrobenzoyl chloride and the products of esterification were separated by column chromatography to give trans- and cis-isomer individually in 52% and 40% yield respectively. The trans- or cis-ester was hydrolyzed in a basic solution to give trans- or cis-2-hexyl-4-hydroxytetrahydrofuran in 85% or 82% yield. trans- or cis-2-Hexyl-4-acetoxytetrahydrofuran was produced after acetylation with Ac2O in 83% or 85% yield. The odor and flavor dilution factor of trans- or cis-2-hexyl-4-acetoxytetrahydrofuran were evaluated by GC-O, which indicated that two isomers differed in odor feature and odor intensity.