Propose Reactants

H and X markonvnikov

Hydrohalogenation (Adding H and X markonikov)

HBr

Hydrohalogenation (anti markonikov H and X) Hbr HOOH

H(OH) Racemic

Hydration Acid Catalyzed (H-OH) H30+

H and OH Markonikov Anti Stero

Oxymercuration Demercuration Hg(Oac)2, H20 NaBH4

H and OH Anti Markonvnikov

Hydroboration-Oxidation, a reaction that adds water across a double bond resulting in an alcohol with anti-Markovnikov orientation.
9BBN THF
H202 OH-

X and X

Halogenation Anti Stereochemistry Br2

X and OH Anti

Halohydrin X2 H20

O ring

Epoxidation syn MCPBA

Anti OH and OH

Anti Dihydroxilation MCPBA H30+

SYN OH ANd OH

Dihydroxilation OsO4 NMO