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Reagents: (i) MeMgI. 96% (ii) PTSA 71%. (iii) TiCl4 CH2Cl2 25 oC 3d 68%. (iv) MsCl, Et3N, THF -40 oC, 74%. (v) Grubbs' catalyst, 25 oC CH2Cl2, 90%. (vi) H2 MeOH Pt/C 79%. (vii) LiAlH4, AlCl3, 73%. (viii) (a) Dess Martin periodinane, 77%. (b) Ph3P+CH2I I-, NaN(SiMe3)2 51%. (c) TMS acetylene, CuI, Pd(Ph3P)3, Et3N then K2CO3 MeOH, 69%.
