Hi :)
I would like to know what size world you want to make first. If it's anything other than the largest, I'd go with lot/road/lot/road/- remove lots- start editing land. Try not to edit the land with lots down, it rips the lot/land lines and you have more work.
Also, know what lots you want. If you want a Dive Lot, make sure you raise the water to the correct height (28?) then level the land.
I do it different. Only once have I ever drawn a map before making a world and it actually messed me up. It gave me more confidence in land areas then I should have. I ended up with a smaller city area then I wanted and a huge desert area, so not what I really wanted but I was too far into it to redo (even if I want to sooo bad). :)
1st- if you are placing a mountain, make sure you know where the sun rises and sets (I mark middle, sunrise, sunset). This way if you want a beach for the sunset or sun rise, it won't be blocked by a mountain or not get much sun. :)
2nd~ Make sure you know the lots you want and where. There's nothing like wanting 50 lots in your city area but only having room for 40 (of all sizes). Also have an idea what size each lot you need. The Rabbit hole/lot type you use will determine the lots size (Riverview or Showtime city halls are different sizes).
After figuring out where I want the sunrise/set, I normally start with where I want the town. I place my park, because it's open and where I like my Sims to hang out, and then put the roads around it. That's how I decide where city hall will be and I work out from there. :)
So, yes- I place a lot then roads then remove the lot. Once I have the main lots for the city area, I move on to the country roads/lots, beach roads/lots, farm roads/lots- making sure to remove lots before editing any terrain.
Or just have fun and don't worry about it. We learn by failing (or watching others fail). :)