To unlock this achievement you will need to obtain the four tokens associated with playing the Monk fate.
For the following encounters I played Jack of Skulls, although for Holy Quest 4 you may want to play against a later campaign level to allow more preparation time if you find the combat challenging.
Holy Quest 1: No requirement, simply land on this encounter.
Holy Quest 2: Defeat the Jack of Skulls and one random skeleton monster card.
Holy Quest 3: Pick Failure (3/4), then pick Huge Success (1/4).* Then defeat the Queen of Skulls and one random skeleton monster card.
*If you select failure you will be able to re-pick. Huge failure will also allow you to re-pick but you will have to defeat enemies.
Holy Quest 4: Pick Huge Success (1/4). Defeat the Jack of Skulls, Queen of Skulls and King of Skulls. After this the achievement will be yours.
Unlike some of the other DLC quest chains this requires very little preparation, as a result I filled my deck with encounter cards that you can skip or offer free gold/equipment and removed virtually all combat encounters.
You can forfeit as soon as you have the token if the above tokens are the only ones you are going for in a given run. Also, if necessary, you can always exploit the dashboard quit at any time which will, upon reloading the game, return you to the point before your last encounter.
If there is anything I have missed or hints I could include, please let me know in the comments and I will edit the solution.