I pretty much only do perma death runs anymore. I might keep going if I die to rolling trees in the first couple of days but anything past that is a start with new world and character.

Preparation and caution are everything.

Avoid boss fights and cheese them as much as possible.

Elder is easily done with some wood. Turn his summon thing into a house and it's fairly cake.

You don't actually "need" to kill a boss after that until you reach the plains.

Hardest part for me is ... well the trees in first couple of days, I roll them around to get finewood for the comfort bonus.
After that is entry to Black Forest crypts. I wait for leather or troll to get up and then start to look for crypts for cores. Once I have portals up the game becomes much safer and simpler. Then I seriously scout for a good Black Forest location for metal and build the base before beating Elk boss 1. So getting bow skill going and either getting leather up or at least on piece of troll for starting on the cores. That first troll can be risky but once you have one piece of troll armor your are fine.

Find the food resources first by scouting and get the food up for that area once you enter the swamp. Just scout the edges looking for turnip seeds and collecting blood bags and intestines. Get turnips up and that food going before you get serious and go in deep into the swamp. Remember preparation and caution are your friend. Kill the Elder only after I have portals set up on swamp crypts near a smelter base.

Get iron armor up and iron pickax and shield, make frost potions and start to explore the mountains. You don't need the wishbone to get silver just the iron pickax. Get your silver without bonemass and no hunt event. <you can kill bonemass easily by standing on his summon head or making a tree fort and shooting frost arrows and keeping poison mead up.> But you are better off not killing him and advancing the world difficulty in raids and such.

Mountains you can get silver and onions. Leave the frost caves for now, you don't need them to progress.
A seam like this in the snow at the right altitude is almost certain to have a silver vein by it.
https://steamcommunity.com/sharedfiles/filedetails/?id=2792535930

Once in silver gear scout the plains edges, find a spot for a farm. Set up retreat outposts when tackling a gob village. Pull them out one at a time or small groups to clear the village. Raid for any totems and crops. Start farm.

Once you have a good bit of flax and barley then I would beat Bonemass and moder for the tears. Kill bonemass as above then use bonemass power for Moder. Moder isn't bad as long as bonemass is active. Once that fails you NEED to be careful not to tank a hit, it can get ugly fast. Dig around the altar a bit to give yourself something to run around and block for you.

Yag I think might be the most difficult? Not sure as I normally end my runs without killing him due to him not dropping the real drop to progress.

My no death runs will typically end with a plains farm and having 5 totems ready to go.

Have not dealt with the tar blobs yet so no advice to give you there.