Starting there - IF Blizzard keeps walking up the expansions in the Classic series,which they might not, they would have 4 more expansions after Pandaria before they reach TWW. At 2 years per expansion. So 10 years, by which time Midnight and The Last Titan and two more expansions will have gone by.
That’s that option.
You can’t experience WoW As It Was in Retail. All the quests are there, all the dungeons are there, all the raids are there. But your character is not going to be the same as a character that played through older expansions. Level, scaling, builds, abilities, stats, availability of gear will all be different.
AND you accumulate XP at astronomical levels. In Retail, you can start TBC at Level 10 in Chromie Time. You will gain so much XP just by questing that you will be level 70 long before you reach the last zone.
Level 70 is important. At 70, you are pushed out of Chromie Time and therefore out of scaling, and you become Godlike in older content. So to keep playing with a reasonable difficulty, you should stop your XP at level 68.
But you can definitely quest through TBC.
But then you want to go on to the next expansion, Wrath. And your character is already 68, or 70 if you released the XP lock.
So start a new character. Make it a different class and race for the variety. Get it to 10, see Chromie, ask for Wrath/Northrend, and repeat the process there.
For each expansion, create a new character. That way, you see the game from a lot of different viewpoints and you end up with a nice little collection of characters if you want to carry on into and beyond The War Within.