Not Updated For Current Season
The masteries shown here are not yet updated for the current season, the guide author needs to set up the new masteries. As such, they will be different than the masteries you see in-game.
Brolaf - Jungle :)
Very simple: Buy cloth armor and 5x hp pots, start at "golems" a few times, then press "W" "smite" then kill the other golem = Lv 2 ding*
Go to "wraiths" use "W" ability, then a "throwing axe" Kill the mobs and move on to wolf camp, and so on to "Golem"
When that is done you simply need to run to "golems - Lizard - Wraiths - Wolfs" and buy your items. (Remember to gank, Olaf is lovely at ganks) :D
Disagree with my spec? Then you really need to practice Olaf :P