<!DOCTYPE html>
<style>
body {
-webkit-writing-mode: vertical-lr;
}
.multicol {
height: 480px;
width: 200px;
border: 3px solid black;
line-height: 20px;
}
.column {
float: left;
height: 160px;
}
.float {
padding: 10px;
background-color: skyblue;
}
.left { float: left; }
.right { float: right; }
</style>
<div class="multicol">
<div class="column">
First<br>
First<br>
First<br>
First<br>
<div class="float left">L1</div>
<div class="float right">R1</div>
First<br>
First<br>
First<br>
First<br>
First<br>
First<br>
</div>
<div class="column">
<div class="float left">L2</div>
<div class="float right">R2</div>
Second<br>
Second<br>
Second<br>
Second<br>
Second<br>
Second<br>
Second<br>
Second<br>
Second<br>
Second<br>
</div>
<div class="column">
Third<br>
Third<br>
Third<br>
Third<br>
Third<br>
Third<br>
Third<br>
Third<br>
<div class="float left">L3</div>
<div class="float right">R3</div>
Third<br>
Third<br>
</div>
</div>