1. germinate new oak trees from genetic material recovered from lucky stool (1-20 years, say) 2. tend to trees as they mature (40 years) 3. fell trees, craft new generation of stools. (~1 year) 4. use stools until only a handful of lucky stools survive (500+ years) 5. iterate
if all goes to plan, by year 2600 or so the third crop can be underway
I think anyone CAN make a good stool like that if they can find the materials and some hand tools, it's just that nobody can be bothered and nobody wants to pay someone to put in the effort. Or that nobody has access to tools and/or a space to do the work. There does seem to be a bit of a renaissance in woodworking though.
Jokes aside some IKEA stuff really is pretty good quality and lasts decades. Other stuff is cheap crap but you don't have to buy the cheap crap.
No, we make them better. That old thing is lucky to have survived - most things we've made in the past broke. Wood? Oh, yeah, that'll dry out and crack and break in ways that it is easier to buy something new - or buy large woodworking tools. And honestly, if you are worried about long-lasting furniture, be more choosy and spend money for quality.
Also worth mentioning that old furniture was made for a different lifestyle and housing and isn't always as useful as modern furniture is.