Polyporolide, isolated from a basidiomycete, was assigned a 4-hydroxy-5-(1-hydroxyhexyl)-dihydrofuran-2-one structure with anti-placement of the three contiguous stereocenters. A stereoselective total synthesis of the reported structure of the natural product involving two different routes is presented. A comparison of the spectral data of the synthesized molecule indicates the need for structure revision of natural polyporolide.